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Merck

P7908

N-(1-Pyrenyl)maleimide

Synonym(s):

1-(1-Pyrenyl)-1H-pyrrole-2,5-dione

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About This Item

Empirical Formula (Hill Notation):
C20H11NO2
CAS Number:
Molecular Weight:
297.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
255-702-1
Beilstein/REAXYS Number:
1542661
MDL number:
Form:
powder
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form

powder

mp

235-237 °C (lit.)

SMILES string

O=C1C=CC(=O)N1c2ccc3ccc4cccc5ccc2c3c45

InChI

1S/C20H11NO2/c22-17-10-11-18(23)21(17)16-9-7-14-5-4-12-2-1-3-13-6-8-15(16)20(14)19(12)13/h1-11H

InChI key

YXKWRQLPBHVBRP-UHFFFAOYSA-N

Application

Reactant used in synthesis of:
  • Oligodeoxynucleotide derivatives
  • Polymer conjugates of immunogenic peptides
  • Modified oligonucleotides for biosensing applications,

Reactant:
  • Involved in synthesis of thermally stable fluorescent maleimide/isobutene alternating copolymers
  • Used as derivitizing agent for determination of glutathione disulfide levels in biological samples

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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V Guixé
Archives of biochemistry and biophysics, 376(2), 313-319 (2000-04-25)
Modification of Escherichia coli phosphofructokinase-2 (Pfk-2) with N-(1-pyrenil)maleimide results in an enzyme form that is inactive. However, the rate of modification is drastically reduced in the presence of the allosteric effector MgATP. The stoichiometry of the label incorporation was found
Rajam S Mani et al.
Biochemistry, 45(11), 3534-3541 (2006-03-15)
Human deoxycytidine kinase (dCK) phosphorylates both pyrimidine and purine deoxynucleosides, including numerous nucleoside analogue prodrugs. Energy transfer studies of transfer between Trp residues of dCK and the fluorescent probe N-(1-pyrene)maleimide (PM), which specifically labels Cys residues in proteins, were performed.
Mauricio Baez et al.
The Biochemical journal, 376(Pt 1), 277-283 (2003-08-21)
Modification of Escherichia coli phosphofructokinase-2 (Pfk-2) with pyrene maleimide (PM) results in a rapid inactivation of the enzyme. The loss of enzyme activity correlates with the incorporation of 2 mol of PM/mol of subunit and the concomitant dissociation of the



Global Trade Item Number

SKUGTIN
P7908-25G-A04061837489617
P7908-1G04061825599212
P7908-500MG04061831836929
P7908-100G-A04061837489600